247-51-8Relevant academic research and scientific papers
Synthesis and Properties of New N-Heteroheptacenes for Solution-Based Organic Field Effect Transistors
Zhou, Fei,Liu, Sheng,Santarsiero, Bernard D.,Wink, Donald J.,Boudinet, Damien,Facchetti, Antonio,Driver, Tom
, p. 12542 - 12549 (2017)
A series of N-heteroheptacenes was synthesized from ortho-thiophene-substituted aryl azides using a Rh2II-catalyzed C?H bond amination reaction to construct the thienoindole moieties. This reaction tolerated the presence of electron-
Highly effective thieno[2,3-b]indole-diketopyrrolopyrrole near-infrared photosensitizer for photodynamic/photothermal dual mode therapy
Yang, Jing,Cai, Yu,Zhou, Yanxiang,Zhang, Caixia,Liang, Pingping,Zhao, Baomin,Shao, Jinjun,Fu, Nina,Huang, Wei,Dong, Xiaochen
, p. 270 - 282 (2017)
Synthesis of photodynamic and photothermal agents with absorption in the near-infrared (NIR) region and featuring excellent photostability, high singlet oxygen generation efficiency, good photothermal conversion efficiency, and good biocompatibility is ne
LIGHT-EMITTING MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE, ORGANIC ELECTROLUMINESCENT DEVICE USING SAME, AND MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE
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Paragraph 0289-0296, (2021/01/28)
Disclosed are a fused compound having excellent emission wavelength control and luminous efficiency, a method for manufacturing the same, and an organic electronic device including the fused compound. Symmetric, asymmetric, and planar structures of the pr
Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions
Akiyama, Toshiki,Arisawa, Mitsuhiro,Haneoka, Hitoshi,Harada, Kazuo,Hasegawa, Jun-Ya,Honma, Tetsuo,Mashima, Kazushi,Sato, Yoshihiro,Shimoda, Shuhei,Shio, Yasunori,Suzuki, Takeyuki,Tamenori, Yusuke,Tsurugi, Hayato,Tsuruta, Kazuki,Wada, Yuki,Yamada, Makito
supporting information, p. 7244 - 7249 (2020/10/12)
Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles.
HETEROCYCLIC COMPOUND AND ORGANIC ELECTRONIC DEVICE COMPRISING THE SAME
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, (2019/12/31)
The present specification relates to a heterocyclic compound represented by chemical formula 1 and an organic electronic device comprising the heterocyclic compound in an organic active layer. When the heterocyclic compound is used in the organic active l
Biphilic Organophosphorus-Catalyzed Intramolecular Csp2-H Amination: Evidence for a Nitrenoid in Catalytic Cadogan Cyclizations
Nykaza, Trevor V.,Ramirez, Antonio,Harrison, Tyler S.,Luzung, Michael R.,Radosevich, Alexander T.
supporting information, p. 3103 - 3113 (2018/03/08)
A small-ring phosphacycloalkane (1,2,2,3,4,4-hexamethylphosphetane, 3) catalyzes intramolecular C-N bond forming heterocyclization of o-nitrobiaryl and -styrenyl derivatives in the presence of a hydrosilane terminal reductant. The method provides scalable access to diverse carbazole and indole compounds under operationally trivial homogeneous organocatalytic conditions, as demonstrated by 17 examples conducted on 1 g scale. In situ NMR reaction monitoring studies support a mechanism involving catalytic PIII/PV=O cycling, where tricoordinate phosphorus compound 3 represents the catalytic resting state. For the catalytic conversion of o-nitrobiphenyl to carbazole, the kinetic reaction order was determined for phosphetane catalyst 3 (first order), substrate (first order), and phenylsilane (zeroth order). For differentially 5-substituted 2-nitrobiphenyls, the transformation is accelerated by electron-withdrawing substituents (Hammett factor ? = +1.5), consistent with the accrual of negative charge on the nitro substrate in the rate-determining step. DFT modeling of the turnover-limiting deoxygenation event implicates a rate-determining (3 + 1) cheletropic addition between the phosphetane catalyst 3 and 2-nitrobiphenyl substrate to form an unobserved pentacoordinate spiro-bicyclic dioxazaphosphetane, which decomposes via (2 + 2) cycloreversion giving 1 equiv of phosphetane P-oxide 3·[O] and 2-nitrosobiphenyl. Experimental and computational investigations into the C-N bond forming event suggest the involvement of an oxazaphosphirane (2 + 1) adduct between 3 and 2-nitrosobiphenyl, which evolves through loss of phosphetane P-oxide 3·[O] to give the observed carbazole product via C-H insertion in a nitrene-like fashion.
Photochemical intramolecular amination for the synthesis of heterocycles
Parisien-Collette, Shawn,Cruché, Corentin,Abel-Snape, Xavier,Collins, Shawn K.
supporting information, p. 4798 - 4803 (2017/10/23)
Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.
The two a small molecule organic semiconductor material synthetic method
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, (2017/08/25)
The invention discloses a synthetic method and application of two small-molecular organic semiconductor materials. The structures of the products are shown as a first formula. The synthetic technology is shown as a second formula. In the second formula, a
Iron-Catalyzed Intramolecular C(sp2)-H Amination
Alt, Isabel T.,Plietker, Bernd
supporting information, p. 1519 - 1522 (2016/02/14)
The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular C-H amination of α-azidobiaryls and (azidoaryl)alkenes into the corresponding carbazoles and indoles, respectively, under mild conditions and with low catalyst loadings. These features and the broad functional-group tolerance render this method a particularly attractive alternative to established noble-metal-based procedures.
Synthesis and molecular properties of methoxy-substituted diindolo[3,2-: B:2′,3′- h] carbazoles for organic electronics obtained by a consecutive twofold Suzuki and twofold Cadogan reaction
Srour, Hassan,Doan, Thu-Hong,Silva, Elisabeth Da,Whitby, Richard J.,Witulski, Bernhard
, p. 6270 - 6279 (2016/07/12)
A set of methoxy-substituted diindolo[3,2-b:2′,3′-h]carbazoles has been synthesized by twofold Suzuki-Miyaura, Cadogan and N-alkylation reactions starting from N-hexyl-2,7-dibromo-3,6-dinitro carbazole. Microwave accelerated reactions ensure a rapid strai
